Chicago Holidays
- Top Chicago holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top Chicago holiday packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Price was €1,974, price is now €1,308 per person
€1,308
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.
4.0-star property
Level Chicago Fulton Market
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Save 100% on your flight
Price was €2,287, price is now €1,546 per person
€1,546
per person
found 1 day ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a gym and a business centre are available. This property offers pet-friendly amenities, such as an off-lead area.
4.0-star property
The Emily Hotel
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Save 100% on your flight
Price was €2,371, price is now €1,622 per person
€1,622
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Save 100% on your flight
Price was €2,658, price is now €1,837 per person
€1,837
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Save 100% on your flight
Price was €3,028, price is now €2,147 per person
€2,147
per person
found 1 day ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Price was €1,974, price is now €1,308 per person
€1,308
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.
4.0-star property
Level Chicago Fulton Market
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Save 100% on your flight
Price was €2,287, price is now €1,546 per person
€1,546
per person
found 1 day ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a gym and a business centre are available. This property offers pet-friendly amenities, such as an off-lead area.
4.0-star property
The Emily Hotel
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Save 100% on your flight
Price was €2,371, price is now €1,622 per person
€1,622
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Save 100% on your flight
Price was €2,658, price is now €1,837 per person
€1,837
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
25 Jul - 31 Jul
6 night stay
Dublin (DUB) to Chicago (ORD)
KLM • Direct return • Coach
Save 100% on your flight
Price was €3,028, price is now €2,147 per person
€2,147
per person
found 1 day ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
More Chicago hotels
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is €141 per night
€141
per night
29 Jun - 30 Jun
0.69 km from city centre
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is €134 per night
€134
per night
28 Jun - 29 Jun
22.15 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Hyatt Regency O'Hare Chicago. During your stay, you'll be connected to the convention centre and just a quick walk from Donald E. Stephens Convention Center. You'll find features such as free WiFi in public areas and a free round-trip airport shuttle, plus a restaurant.
Free airport shuttle
Pet-friendly
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is €134 per night
€134
per night
29 Jun - 30 Jun
1.73 km from city centre
The Chicago Hotel Collection - Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
The price is €251 per night
€251
per night
10 Jul - 11 Jul
25.24 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Allstate Arena. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is €159 per night
€159
per night
29 Jun - 30 Jun
2.8 km from city centre
Our customers tell us that they can't get enough of the helpful staff at The Chicago Hotel Collection Ambassador Gold Coast. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, a restaurant and a 24-hour gym are available.
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is €145 per night
€145
per night
30 Jun - 1 Jul
2.17 km from city centre
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus an indoor pool and a gym.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Things to do
Chicago Sightseeing River and Lake Cruise
€37
per adult
100% of travellers recommend
Chicago By Night River and Lake Cruise
€40
per adult
94% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
€36
per adult
86% of travellers recommend
Chicago neighborhoods
Other holiday destinations
Plan your trip to Chicago
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^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.